Phosphoric Acid → HCID 20287635, compound

HRID 126677Notes

Reaction equation

[CH3:1][CH:2]([C:8]([CH2:10][CH2:11][CH:12]=[C:13]([CH3:15])[CH3:14])=[CH2:9])[CH2:3][CH2:4][CH2:5][CH2:6][OH:7].P(=O)(O)(O)O>>[CH3:1][C:2]1([CH:8]2[CH2:10][CH2:11][CH2:12][C:13]([CH3:14])([CH3:15])[CH2:9]2)[CH2:3][CH2:4][CH2:5][CH2:6][O:7]1

Participants

Reactant 2

HCID 1004Phosphoric Acid

HCID 20287641HCID 20287641, compound

Product 1

HCID 20287635HCID 20287635, compound

Procedure

The procedure of Example I was applied to a sample of 5-methyl-6-(4-methyl-3-pentenyl)-6-hepten-1-ol. This was stirred with 85 percent phosphoric acid for one hour at room temperature, and the ether-soluble, water-insoluble reaction product was chromatographed on alumina. A relatively non-polar material was eluted from the column immediately (polar materials such as alcohols remained on the column). The eluted product was identified by means of NMR and IR as 2-methyl-2-(3',3'-dimethylcyclohexyl)-tetrahydropyran.

Workup

customthe ether-soluble, water-insoluble reaction product was chromatographed on alumina
washA relatively non-polar material was eluted from the column immediately (polar materials such as alcohols

Sources & evidence

ORD record: ord-e765f0621746445e8bf4764f0b571580
Source dataset: uspto-grants-1981_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04254038

Reaction notes

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